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Since a few weeks I have a new disc brake road bike that can handle some big tires. I was thinking of mounting some Challenge strada bianca 33mm vulcanised (not open tubular) clinchers on my rims. The 33mm will make it easier for me to drop some more pressure, because of that the bike will be able to ride great over gravel, but will also handle the cobbles of northern France pretty well.
Who has tried to set up some of these tires as tubeless? and what were the results?

I had the 30mm for a very short time, maybe 2 weeks. Setting up was easy for me, and I’m a beginner with tubeless. Those tires went on 4.5 AR enve wheels with just my hands, no levers. I use 3 oz orange seal, no problems. Measured wide, so depends on your rims but with mine they were 33 width inflated. Only reason I change is I had tan walls and Challenge is very bold. Using Spec Roubaix 30/32 now in all black. Sry no long term use experience, or 33 size. I hope you get good results.

Get proper tubeless tyres. non tubeless tyres possibly on non tubeless rims on the road is a no - no to me. Road pressure tend to be higher and depending on the the tyre and rim blowoffs are a risk as the bead stretches.

On MTB's it is generally o.k as you use 20-25 psi. Things change at 60 psi.

Also if using a non tubeless rim then the bead cannot lock into place meaning once deflated for what ever reason re seating may be difficult to impossible. If that happens at the side of the road your in trouble.

Tubeless tyres and rims exist for a reason. A very good reason. Tubeless is not a technology where any tyre will do. For it to work right it has to be right.

Plenty of 30+mm gravel/road tyres. Schwlabe, Pancracer, IRC, compass and then there are all the tubeless CX tyres some of which are just narrow gravel tyres or is it gravel tyres are wider CX hard packed tyres.

From all cx tires I've been riding one ( literally : 1 ) was described as "tubeless" Never had any issue. Tiny leaking when I went with pressure to low ( F 1.2bar R 1.5, increasing to 1.3 & 1.6 stopped leaking, 1.5 & 1.8 is very ok , naturally depends on what course you ride )

Gazillion of people in mtb and cx do same ( riding "non offical" tubeless setups ) successfully. Everything depends on tire-rim combo. Some setups doesn't work some work like it was designed for that. Net is plenty of working perfectly setups.

But you/ anyone can go own path and religiously follow "recommendations".

Road ( read narrow, high pressure ) tires and rims are completely different thing. Here I wouldn't use anything but recommended, tested and somehow approved combo.

Funny, the only tyres i failed to get tubeless was a pair of schwalbe wire bead studded tyres.

Turns out there was a slight kink in the bead that stopped it sealing properly that i hadn't noticed. Ah well!

Everything else has gone up fine. From lightweight folding CX tyres and conti supersonics (that you can shine a light through the sidewalls!) all the way through to heavy duty trail tyres. At best "tubeless ready" the vast vast majority are just, well, tyres. Mostly on stans rims though. Or at least tubeless compatible rims.

Road, never bothered. Tried a few. I'd rather just use decent tubes or tubular.

Oh, and i've converted one set of challenge CX tyres to tubeless for my own use. And one for a mate. Neither have caused any issues, other than wearing out....... again, never much above 2 bar. And on stans rims.